Acetic Anhydride → HCID 57756162, compound

HRID 227509Notes

Reaction equation

HRID 227509 reaction equation
F[C:2](F)(F)[C:3](O)=[O:4].[NH2:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([C:18]([NH2:20])=[O:19])=[C:12]2[S:21]([N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1)(=[O:23])=[O:22].C(OC(=O)C)(=O)C.C(N(CC)CC)C>ClCCl>[C:3]([NH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([C:18]([NH2:20])=[O:19])=[C:12]2[S:21]([N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1)(=[O:23])=[O:22])(=[O:4])[CH3:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 68445522HCID 68445522, compound

Product 1

HCID 57756162HCID 57756162, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Amino-3-(morpholin-4-ylsulfonyl)-1H-indole-2-carboxamide trifluoroacetate salt (22 mg, 0.050 mmol, 1.0 equiv) was suspended in 3 mL of dichloromethane. Acetic anhydride (10 μL, 0.006 mmol, 1.2 equiv) and triethylamine (0.020 μL, 0.13 mmol, 2.5 equiv) were added and the reaction was stirred for 48 hours. The solvent was removed in vacuo and the title compound was obtained after purification by preparative reversed phase HPLC. Proton NMR for the product was consistent with the titled compound. ESI+MS: 367.3 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9ff3b897dd9e4295b06333d278d5d4c7
Source dataset
uspto-grants-2009_07
Patent number
US07560546B2

Reaction notes

Loading…